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1,5-Dibromoanthracene
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Name

1,5-Dibromoanthracene

 EINECS N/A
CAS No. 3278-82-8 Density 1.768 g/cm3
PSA 0.00000 LogP 5.51800
Solubility N/A Melting Point 209 °C
Formula C14H8Br2 Boiling Point 438.755 °C at 760 mmHg
Molecular Weight 336.026 Flash Point 256.192 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 3278-82-8 (1,5-Dibromoanthracene) Hazard Symbols N/A
Synonyms

1,5-DIBROMOANTHRACENE

Article Data 6

1,5-Dibromoanthracene Synthetic route

602-77-7

1,5-dibromo-9,10-anthraquinone

3278-82-8

1,5-dibromoanthraquinone

Conditions
ConditionsYield
Stage #1: 1,5-dibromo-9,10-anthraquinone With sodium tetrahydroborate In isopropyl alcohol at 0 - 20℃; for 3.5h;
Stage #2: With acetic acid; tin(ll) chloride for 2h; Reflux;		71%
With hydrogen bromide; hypophosphorous acid; acetic acid at 120℃; for 96h;46%
Stage #1: 1,5-dibromo-9,10-anthraquinone With sodium tetrahydroborate; isopropyl alcohol at 20℃; for 4h; Cooling with ice;
Stage #2: With acetic acid; tin(ll) chloride for 4h; Reflux;		23%
41063-80-3, 41063-81-4

1,5-Dibrom-9,10-dihydro-anthracen-9,10-diol

3278-82-8

1,5-dibromoanthraquinone

Conditions
ConditionsYield
With hypophosphorous acid; potassium iodide
With acetic acid; tin(ll) chloride for 2h; Reflux;10 g
82-46-2

1,5-Dichloroanthraquinone

3278-82-8

1,5-dibromoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KBr, CuCl2, 85 percent H3PO4 / nitrobenzene / 40 h / 195 - 205 °C
2: 1) NaBH4, 2) KI, NaH2PO2 / 2) MeOH
View Scheme
Multi-step reaction with 2 steps
1: KBr, CuCl2, 85 percent H3PO4 / nitrobenzene / 92 h / 195 - 205 °C
2: 1) NaBH4, 2) KI, NaH2PO2 / 2) MeOH
View Scheme
Multi-step reaction with 3 steps
1: KBr, CuCl2
2: KBH4
3: KI, H3PO2
View Scheme
129-44-2

1,5-diaminoanthraquinone

3278-82-8

1,5-dibromoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 2.5 h / 65 °C
2: sodium tetrahydroborate / isopropyl alcohol / 3.5 h / 0 - 20 °C
3: acetic acid; tin(ll) chloride / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 2.5 h / 65 °C
2: hypophosphorous acid; acetic acid; hydrogen bromide / 96 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 2.5 h / 20 - 65 °C
2.1: sodium tetrahydroborate; isopropyl alcohol / 4 h / 20 °C / Cooling with ice
2.2: 4 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: copper(I) bromide; tert.-butylnitrite / acetonitrile / 2 h / 65 °C
2.1: sodium tetrahydroborate / isopropyl alcohol / 3.5 h / 0 - 20 °C
2.2: 2 h / Reflux
View Scheme
3278-82-8

1,5-dibromoanthraquinone

1066-54-2

trimethylsilylacetylene

1,5-bis((trimethylsilyl)ethynyl)anthracene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran; toluene for 8h; Inert atmosphere; Reflux;94%
110-89-4

piperidine

3278-82-8

1,5-dibromoanthraquinone

1,5-bis(piperidyl)anthracene

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; sodium t-butanolate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;91%
3278-82-8

1,5-dibromoanthraquinone

73183-34-3

bis(pinacol)diborane

1,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anthracene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 80℃; for 16h; Miyaura Borylation Reaction; Schlenk technique; Inert atmosphere;89%
3278-82-8

1,5-dibromoanthraquinone

135883-45-3

1-(tert-butylsulfanyl)-4-ethynylbenzene

C38H34S2

Conditions
ConditionsYield
With copper(l) iodide; bis(tri-t-butylphosphine)palladium(0); diisopropylamine In toluene at 20℃; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;87%
419536-33-7

4-(carbazol-9-yl)phenylboronic acid

3278-82-8

1,5-dibromoanthraquinone

1,5-bis[4-(9H-carbazole-9-yl)phenyl]anthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 14h; Inert atmosphere;86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 14h; Inert atmosphere;1.8 g
3278-82-8

1,5-dibromoanthraquinone

3923-52-2

1,1-diphenyl-2-propyn-1-ol

1,5-bis[(diphenylhydroxymethyl)ethynyl]anthracene

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; triphenylphosphine; palladium diacetate In toluene at 90℃; for 4h; Substitution;83%

1,5-Dibromoanthracene Specification

The 1,5-Dibromoanthracene, with the CAS registry number 3278-82-8, is also known as Anthracene, 1,5-dibromo-. It belongs to the product category of Anthracenes. This chemical's molecular formula is C14H8Br2 and molecular weight is 336.02. What's more, its IUPAC name is the same with its product name. It should be kept in a ventilated and dry place.

Physical properties about 1,5-Dibromoanthracene are: (1)ACD/LogP: 6.223; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.22; (4)ACD/LogD (pH 7.4): 6.22; (5)ACD/BCF (pH 5.5): 31590.99; (6)ACD/BCF (pH 7.4): 31590.99; (7)ACD/KOC (pH 5.5): 57859.08; (8)ACD/KOC (pH 7.4): 57859.08; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.749; (14)Molar Refractivity: 77.318 cm3; (15)Molar Volume: 190.035 cm3; (16)Polarizability: 30.651×10-24cm3; (17)Surface Tension: 54.329 dyne/cm; (18)Density: 1.768 g/cm3; (19)Flash Point: 256.192 °C; (20)Enthalpy of Vaporization: 66.877 kJ/mol; (21)Boiling Point: 438.755 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cc2cc3c(cccc3Br)cc2c(c1)Br
(2) InChI: InChI=1S/C14H8Br2/c15-13-5-1-3-9-7-12-10(8-11(9)13)4-2-6-14(12)16/h1-8H
(3) InChIKey: DIMYVOCPPKNNPF-UHFFFAOYSA-N

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